Francisco, C.G. and Gonzalez, C.C. and Kennedy, A.R. and Paz, N.R. and Suarez, E. (2004) Fragmentation of carbohydrate anomeric alkoxyl radicals: synthesis of chiral 1-bromo-1-fluoro-1-iodo-alditols. Tetrahedron: Asymmetry, 15 (1). pp. 11-14. ISSN 0957-4166
Full text not available in this repository. (Request a copy from the Strathclyde author)Abstract
The reaction of 2-bromo-2-deoxy-2-fluoro-hexopyranose and -pentopyranose compounds from the -gluco, -galacto, -rhamno, -fuco, and -arabino carbohydrate series with (diacetoxyiodo)benzene and iodine, under visible light irradiation conditions, generated the corresponding 1-bromo-1-deoxy-1-fluoro-1-iodo-alditols with one less carbon. In the case of the -galacto derivative, the diastereoisomeric mixture can be chromatographically separated and the absolute configuration determined by X-ray crystallographic analysis of the (1R)-isomer.
| Item type: | Article |
|---|---|
| ID code: | 1008 |
| Keywords: | 2-bromo-2-deoxy-2-fluoro-hexopyranose, pentopyranose, benzene, iodine, diastereoisomeric, crystallographic, Chemistry |
| Subjects: | Science > Chemistry |
| Department: | Faculty of Science > Pure and Applied Chemistry Faculty of Engineering > Electronic and Electrical Engineering |
| Related URLs: | |
| Depositing user: | Catriona Mccallum |
| Date Deposited: | 09 May 2006 |
| Last modified: | 12 Mar 2012 10:36 |
| URI: | http://strathprints.strath.ac.uk/id/eprint/1008 |
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